Orange County Holidays

Photo by Karen Wirtz

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Top destinations in Orange County

Beautiful Autumn View in Bear Mountain State Park
FlightsFlightsHotelsHotels

Middletown

Middletown

Top Flight + Hotel Deals in Orange County

Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Price was €1,321, price is now €888 per person
€888
per person
28 Aug - 31 Aug
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9/10 Wonderful! (3,213 reviews)

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was €2,203, price is now €1,359 per person
€1,359
per person
17 Oct - 23 Oct
found 8 hours ago
Return flight included
Dublin (DUB) to New York (JFK)
9.8/10 Exceptional! (1,623 reviews)
The rating takes into account the value price. I came here after the Moxie hotel. I really enjoyed how nice the staff were here. The location was great. The lobby and hallways need a little updating, but the rooms were nicely done -and the largest I have ever stayed in while in NY-in this price range. The 2 queen beds would work for a family and actually had a large separate area for luggage and showering.

Reviewed on 29 Jul 2026

The Wall Street Hotel

The Wall Street Hotel

5 out of 5
Manhattan
Save 100% on your flight
Price was €3,116, price is now €2,012 per person
€2,012
per person
21 Sept - 24 Sept
found 8 hours ago
Return flight included
Dublin (DUB) to New York (JFK)
9.6/10 Exceptional! (719 reviews)

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Price was €1,330, price is now €893 per person
€893
per person
28 Aug - 31 Aug
found 1 day ago
Return flight included
Dublin (DUB) to New York (JFK)
9.2/10 Wonderful! (3,768 reviews)
This property is in the perfect location to see all the sights in NYC! The room was excellent, with a side view of Times Square and the breakfast was the perfect start to each day! I would definitely recommend and go back!

Reviewed on 29 Jul 2026

The Gregorian New York City

The Gregorian New York City

3.5 out of 5
Manhattan
Save 100% on your flight
Price was €2,750, price is now €1,867 per person
€1,867
per person
16 Sept - 23 Sept
found 1 hour ago
Return flight included
Shannon (SNN) to New York (JFK)
9/10 Wonderful! (2,612 reviews)

Top hotels in Orange County

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen

2.5 out of 5
3491 Route 6 Middletown NY
Fully refundable
The price is €127 per night from 2 Aug to 3 Aug
€127
2 Aug - 3 Aug
includes taxes & fees
8.8/10 Excellent! (1,098 reviews)
"I just wanna compliment Andrea cause she is the best. She’s there to solve problems not to push you to the side and I respect that she’s a employee to keep thank you Andrea.❤️🙏"

Reviewed on 28 Jul 2026

Sleep Inn & Suites Middletown - Goshen
Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain

2.5 out of 5
55 Hessian Drive Bear Mountain NY
Fully refundableReserve now, pay when you stay
The price is €165 per night from 2 Aug to 3 Aug
€165
2 Aug - 3 Aug
includes taxes & fees
8.4/10 Very good! (1,027 reviews)
"We stayed in one of the stone cottages and were given two keys to our room and only one of the two worked. Walls are pretty thin you could hear other people's conversations. The room itself was cozy and clean and has a romantic vibe making it an ideal location for a weekend getaway with your ..."

Reviewed on 27 Jul 2026

Overlook Lodge at Bear Mountain
Ramada by Wyndham Newburgh/West Point

Ramada by Wyndham Newburgh/West Point

2 out of 5
1289 Route 300 Newburgh NY
Fully refundableReserve now, pay when you stay
The price is €75 per night from 2 Aug to 3 Aug
€75
2 Aug - 3 Aug
includes taxes & fees
4.8/10 (1,000 reviews)
"The staff were great especially on a booked evening"

Reviewed on 28 Jul 2026

Ramada by Wyndham Newburgh/West Point
See all 515 properties in Orange County
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does an Orange County holiday package cost?
Get set to book, because a trip to Orange County starts from a tempting €888. When you bundle your hotels, flights and car rentals into a holiday package, you'll score the best deals.
How do I get a cheap travel package to Orange County?
One word: bundle. Hotels, flights and rental cars — combine whatever you need into an Orange County holiday package to save tons of cash. Score even bigger bargains when you include extras such as experiences or tours to your booking. But that's not the only impressive part. You have the freedom to customize your holiday your way. We offer more than 550 airlines and 1,000,000 hotels around the world, so that everyone has a chance to travel and live out those holiday fantasies.
What are the top hotels in Orange County?
Look up Royal Regency Hotel and Tru By Hilton Albany Airport, NY. They're the first choice for many travellers headed to Newburgh. If Monroe features in your travel plans, Overlook Lodge at Bear Mountain and Microtel Inn & Suites by Wyndham Middletown are a couple of welcoming options.
How far in advance should I book my Orange County holiday?
Smart travellers will likely want to book as early as possible. You can generally browse through international fares on Expedia up to a year before your flight. If you've left things to the last minute, fear not. Budget prices occasionally become available in the last weeks prior to departure.
What does an Expedia Orange County travel package include?
Packages include rental cars, hotels and flights, but you can combine any of them to create your dream Orange County trip. You can also add on some activities and experiences once you've made your booking. You're in charge! When you bundle your bookings with Expedia, you'll score deals you won't find elsewhere.
What should I know before booking an Orange County travel package?
When you book your hotels, flights and car rentals together, you'll nab terrific discounts. Whether you're planning a rural escape in a cottage or prefer to stay in an upscale city hotel, Expedia can make it happen for less.
Can I choose my airline with an Orange County Expedia holiday package?
Yes, and with more than 550 airlines to select from all over the world, it's all about choice. Look through the available options and find out which airline best fits your needs and budget.
If I'm not able to travel, can I cancel my Orange County holiday package?
Certainly, and we'll help you every step of the way. You may be able to change or cancel your Orange County holiday package at no cost if you booked in the last 24 hours. However, you may incur a fee from your hotel, airline or car rental company if your booking is older than that. If your travel plans unexpectedly change, take a look at our Customer Service Portal for more information.

Stay near popular Orange County attractions

Storm King Art Center

8.8/10 (121 reviews)
Enjoy an outing to Storm King Art Center during your stay in Cornwall. Wander the riverfront or discover the area's mountain views.
See properties

What to do in Orange County

Guided Shared Group Forest Bathing Session in Serene Woodland Park

Guided Shared Group Forest Bathing Session in Serene Woodland Park

€48
per adult
Guided Shared Group Forest Bathing Session in Serene Woodland Park
See all activities in Orange County
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.